5'-O-(4,4'-dimethoxytrityl)-N⁴-isobutyryl-2'-O-methylcytidine | 153809-39-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: 5'-O-(4,4'-dimethoxytrityl)-N⁴-isobutyryl-2'-O-methylcytidine
• 英文别名: N-[1-[(2R,3R,4R,5R)-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-4-hydroxy-3-methoxyoxolan-2-yl]-2-oxopyrimidin-4-yl]-2-methylpropanamide
• CAS: 153809-39-3
• 化学式: C₃₅H₃₉N₃O₈
• 分子量: 629.71
• InChiKey: MWKSGTCZKOYRFO-CSEBVFCESA-N

物化性质

• 密度：
  1.26±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  46
• 可旋转键数：
  12
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.34
• 拓扑面积：
  128
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  5'-O-(4,4'-dimethoxytrityl)-N⁴-isobutyryl-2'-O-methylcytidine 生成 _OMeCTP
  参考文献：
  名称：

  Novel solid phase synthesis of 2'-o-methylribonucleoside 5'-triphosphates and their α-thio analogues

  摘要：

  Simple, versatile and convenient syntheses of 2'-0-methyl-ribonucleoside 5'-triphosphates have been accomplished on controlled pore glass (CPG) in good yield (>60%) using 2-chloro-4H-1,3,2-benzodioxaphosphorin-4-one (salicyl phosphorochloridite). Moderate yields were obtained for the corresponding alpha-thiotri-phosphates.

  DOI：

  10.1016/s0040-4039(00)92072-0
• 作为产物：
  描述：

  胞苷 在 吡啶 、 水 、 triethylamine tris(hydrogen fluoride) 、 三乙胺 、 silver(l) oxide 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 甲醇 、 二氯甲烷 、 苯 为溶剂， 反应 7.75h， 生成 5'-O-(4,4'-dimethoxytrityl)-N⁴-isobutyryl-2'-O-methylcytidine
  参考文献：
  名称：

  A Convenient High Yield Synthesis of N⁴-Isobutyryl-2′-O-Methylcytidine and Its Monomer Units For Incorporation into Oligonucleotides

  摘要：

  We designed an efficient three step procedure for the synthesis of N-4-isobutyryl-2'-O-methylcytidine. This protected nucleoside was then used to prepare a methylphosphonamidite monomer for incorporation into oligonucleotides. Transamination at the C-4 position of cytidine using ethylenediamine, which has been reported for the N-4-benzoyl cytidine, was not observed with N-4-isobutyryl protected 2'-O-methylcytidine

  DOI：

  10.1080/07328319308016200

文献信息

• A Convenient High Yield Synthesis of N⁴-Isobutyryl-2′-O-Methylcytidine and Its Monomer Units For Incorporation into Oligonucleotides
  作者：Morteza M. Vaghefi、Richard I. Hogrefe

  DOI：10.1080/07328319308016200

  日期：1993.12

  We designed an efficient three step procedure for the synthesis of N-4-isobutyryl-2'-O-methylcytidine. This protected nucleoside was then used to prepare a methylphosphonamidite monomer for incorporation into oligonucleotides. Transamination at the C-4 position of cytidine using ethylenediamine, which has been reported for the N-4-benzoyl cytidine, was not observed with N-4-isobutyryl protected 2'-O-methylcytidine
• Novel solid phase synthesis of 2'-o-methylribonucleoside 5'-triphosphates and their α-thio analogues
  作者：R.K. Gaur、B.S. Sproat、Guido Krupp

  DOI：10.1016/s0040-4039(00)92072-0

  日期：1992.6

  Simple, versatile and convenient syntheses of 2'-0-methyl-ribonucleoside 5'-triphosphates have been accomplished on controlled pore glass (CPG) in good yield (>60%) using 2-chloro-4H-1,3,2-benzodioxaphosphorin-4-one (salicyl phosphorochloridite). Moderate yields were obtained for the corresponding alpha-thiotri-phosphates.